Pyridine → HCID 86738992, compound

HRID 435445Notes

Reaction equation

HRID 435445 reaction equation
[CH3:1][C:2]1([CH3:17])[C@H:4]([CH:5]=[CH:6][CH:7]([OH:12])[C:8]([Cl:11])([Cl:10])[Cl:9])[C@H:3]1[C:13]([O:15][CH3:16])=[O:14].N1C=CC=CC=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>Cl>[CH3:1][C:2]1([CH3:17])[C@H:4]([CH:5]=[CH:6][CH:7]([O:12][C:24](=[O:26])[CH3:25])[C:8]([Cl:9])([Cl:10])[Cl:11])[C@H:3]1[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 86738993HCID 86738993, compound

Product 1

HCID 86738992HCID 86738992, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 12.2 g of the product of Step A, 33.5 ml of pyridine and 16.8 ml of acetic acid anhydride was stirred at room temperature for 4 hours and then 40 g of ice were added thereto. The mixture was stirred for 30 minutes and was then poured in a mixture of 60 g of ice-water and 39 ml of concentrated hydrochloric acid. The mixture was stirred for 10 minutes and was extracted with methylene chloride. The organic phase was washed and dried and evaporated to dryness at 50° C. under reduced pressure to obtain 11.8 g of methyl (1R,trans) 2,2-dimethyl-3-(4',4',4'-trichloro-3'-acetoxy-buta-1-enyl)-cyclopropane-1-carboxylate.

Workup

  1. stirringThe mixture was stirred for 30 minutes
  2. stirringThe mixture was stirred for 10 minutes
  3. extractionwas extracted with methylene chloride
  4. washThe organic phase was washed
  5. customdried
  6. customevaporated to dryness at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-5e23789057fc40a8b30b7bda28c621cf
Source dataset
uspto-grants-1983_08
Patent number
US04401673

Reaction notes

Loading…